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CAS No. : | 1050912-62-3 | MDL No. : | |
Formula : | C16H12O7 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | GOZATJNCMKPSAV-UHFFFAOYSA-N |
M.W : | 316.26 | Pubchem ID : | 45303369 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With nitric acid; In N,N-dimethyl-formamide; at 20 - 100℃; for 15h;pH 4;Sealed tube; | Cd(NO3)24H2O (0.2 mmol, 43.9 mg), H3L (0.1 mmol, 31.6 mg), 1,10-phen (0.15 mmol, 29.7 mg), DMF (3 mL) and H2O (3 mL) were mixed and stirred for 3 h at room temperature. Then, the final mixture was sealed in a Pyrex flask and heated at 100C for 12 h. The reactor was subsequently cooled down to room temperature. Colorless block-like crystals (yield: 76% based on H3L ligand)suitable for X-ray diffraction were obtained after filtration and washing with distilled water. Anal. Calc. for C84H69N6O25.5Cd3(1907.65): C, 52.84; H, 3.62; N, 4.40. Found: C, 52.56; H, 3.18;N, 4.25%. IR data (KBr, cm1): 3473(s), 3089(vw), 3048(vw), 2923(vw), 1680(vs), 1614(s), 1548(vs), 1450(s), 1318(s). UV-Vis data(nm): 216, 262, 301, 334, 469, 1007. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With nitric acid; In water; N,N-dimethyl-formamide; at 20 - 100℃; for 14h;pH 4; | A mixture of Co(NO3)26H2O (0.1 mmol, 29.0 mg), 1,10-phen (0.15 mmol, 29.7 mg), H3L ligand (0.1 mmol, 31.6 mg), distilled water (9 mL) and DMF (6 mL) were put in a glass vessel and stirred for 2 h at room temperature. Adjust the pH value with 5 mol/LHNO3 till the solution in the glass vessel become clear liquid (pH4). Then the solution was transferred to a Pyrex flask and kept at 100C for 12 h. After filtration and washing with distilled water, orange crystals were obtained with yield of 88% based on Co(II).Anal. Calc. for C56H38N4O14Co (1049.83): C, 64.01; H, 3.62; N,5.33. Found: C, 64.19; H, 4.05; N, 5.12%. IR data (KBr, cm1):3445(s), 3093(vw), 2929(vw), 1713(vs), 1653(vs), 1581(vs), 1417(s), 1307(v). UV-Vis data (nm): 211, 266, 309, 368. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; at 120℃; for 72h;High pressure; Autoclave; | A mixture of AgNO3 (0.051 g, 0.3 mmol), H2L (0.032 g, 0.1 mmol), 2,4′-tmbpt (0.061 g, 0.2 mmol) and 10 mL H2O was sealed in a 20-mL Teflon reactor and heated at 120 C for 3 days. After cooling to room temperature unaffectedly, three kinds of colorless block crystals including compound 2 were collected. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | In water; at 120℃; for 72h;High pressure; Autoclave; | A mixture of Mn(CH3COO)2 (0.026 g, 0.15 mmol), H2L (0.032 g, 0.1 mmol), 2,4′-tmbpt (0.030 g, 0.1 mmol) and10 mL H2O was sealed in a 20-mL Teflon reactor and heated at 120 C for 3 days. After cooling to room temperature unaffectedly, pale yellow block crystals of compound 3 were collected in a 36% yield. Anal. Calcd for C62H42N16O14Mn3 (Mr = 1399.94): C, 53.19; H, 3.03; N, 16.01. Found: C, 53.07; H, 3.01; N, 15.89. IR (υ, cm-1): 3109 (w), 1614 (m), 1542 (s), 1390 (m), 1362 (m), 1271 (s), 1175 (s), 1128 (w), 1061 (w), 1018 (w), 962 (w), 853 (w), 761 (w), 714 (w), 696 (w), 632 (w), 582 (w), 531 (w),418 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | at 160℃; for 72h;Autoclave; High pressure; | A mixture of H3L (0.10 mmol, 31.6 mg), ZnCl2(0.15 mmol, 20.5 mg), 4,40-bipyridine (bpy; 0.2 mmol, 31.2 mg)and KOH (1 ml, 0.2 M) in H2O/DMF (8 ml, 3:1 v/v) wasplaced in a 25 ml Teflon-lined stainless steel vessel and heatedat 160 C for 3 d. Colourless rod-shaped crystals were washedwith distilled water and vacuum dried to give (III) in 60%yield. The pH value was close to 7 for the final reactionsystem. Elemental analysis calculated (%) for C74H58N8-O22Zn5: C 51.08, H 3.34, N 6.44; found: C 50.10, H 3.27, N 6.30.FT-IR (KBr pellet, cm1), selected bands: 3553 (m), 3284 (m),1622 (w), 1607 (s), 1575 (s), 1488 (m), 1444 (w), 1413 (m),1369 (s), 1219 (m), 1162 (m), 1093 (w), 1062 (m), 993 (m),906 (m), 856 (w), 812 (m), 775 (m), 712 (m), 662 (w), 618 (m),581 (w), 543 (w) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | at 160℃; for 72h;Autoclave; High pressure; | Amixture of H3L (0.10 mmol, 31.6 mg), ZnCl2 (0.15 mmol,20.5 mg), H2O (8 ml) and KOH (0.2 M, 1 ml) was placed in a25 ml Teflon-lined stainless steel vessel, which was heated at160 C for 3 d. After slow cooling to room temperature,colourless sheet-like crystals of (I) were obtained in 30% yield(based on the ZnII salt). The pH value was close to 6 for thefinal reaction system. Elemental analysis calculated (%) forC64H56O38Zn6: C 42.08, H 3.07; found: C 40.90, H 2.89. FT-IR(KBr pellet, cm1), selected bands: 3434 (m), 1607 (s), 1569(s), 1456 (m), 1375 (s), 1244 (s), 1169 (m), 1118 (w), 1056 (w),1012 (m), 906 (w), 850 (m), 768 (s), 724 (m), 674 (m), 606 (w),549 (w), 524 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With potassium hydroxide; at 160℃; for 72h;Autoclave; High pressure; | General procedure: Amixture of H3L (0.10 mmol, 31.6 mg), ZnCl2 (0.15 mmol,20.5 mg), H2O (8 ml) and KOH (0.2 M, 1 ml) was placed in a25 ml Teflon-lined stainless steel vessel, which was heated at160 C for 3 d. After slow cooling to room temperature,colourless sheet-like crystals of (I) were obtained in 30% yield(based on the ZnII salt). The pH value was close to 6 for thefinal reaction system. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48.5% | at 80℃; for 72h;Autoclave; | For the complex 1, we mixed 0.1 mmol and 0.0315 g H3L with 0.1 mmol and 0.0308 g Cd(NO3)2•4H2O and 0.1 mmol and 0.0156 g bpy to generate a mixture, and dissolved the obtained mixture into the 6 mL H2O and DMF solution (with the volume rate of 3:3), the above mixed solutions were then kept into the 25 mL stainless steel vessel lined with Teflon. After reaction for 72 hours under the pressure of autogenous at 80C, the above mixtures were cooled slowly to the ambient temperature. Thus, the crystals with block were filtrated, cleaned through utilizing the water and then dried, with 48.5% yield on the basis of H3L. Anal. calcd for the C31H34N3O10Cd, calcd.: N, 5.83 %; H, 4.75 and C, 51.64. Found: N 5.49%, H 4.37 and C 12.54. IR (KBr pellet: cm-1): 439(w), 492(w), 632(m), 696(w), 729(m), 779(m), 812(m), 1009(w), 1070(w), 1092(w), 1254(s), 1372(m), 1414(m), 1552(s), 1605(m), 1672(s), 3400(m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47.34% | In N,N-dimethyl-formamide; at 70 - 120℃; for 94.5h; | For the complex 2, we mixed 0.30 mmol and 0.095 g H3L with 0.30 mmol and 0.072 g pbix and 0.60 mmol and 0.178 g Co(NO3)2•6H2O to produce a mixture, and stirred the acquired mixture for half an hour at 70C in DMF and H2O mixture (with the volume rate of 2:8, mL). The above mixture was then kept in the glass bottle (25 mL) and heated for 94 hours at 120C, and after that, we cooled this mixture to the ambient temperature with 10C/h rate. Thus, we can gain the pink crystals of the complex 2 (with 47.34% and 0.089 g yield and on the basis of H3L). Anal. calcd for the C30H29N5O8Co: N, 10.83; H, 4.52 and C, 55.73; %. Found: N, 10.12%; H, 3.98 and C, 55.44. IR (KBr, cm-1): 731(m), 785(m), 1097(m), 1275(s), 1352(s), 1416(m), 1522(m), 1578(vs), 1618(m), 1678(m), 2910(w), 3016(w), 3134(m), 3383(m), 3529 (vs). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41.2% | With sodium hydroxide; In water; at 150℃; for 72h;Autoclave; | For the synthesis of CP 2, a mixture of Cu(NO3)2·3H2O (0.50mmol, 0.12g), H3L (0.35mmol, 0.11g), biz (41mg, 0.35mmol), NaOH (14mg, 0.35mmol) and H2O (14mL) was sealed into the stainless steel container of 25mL lined with Teflon, the mixture was heated for 72h at 150C and then cooled at 5C·h-1 rate to the ambient temperature. Blue crystals with block-shape of CP 2 were harvested and cleaned by the distilled water and then dried in the air to obtain product; the yield is 41.2% (on the basis of CuII salts). Elemental analyses calcd (%) for C23H16N2O7Cu (495): C, 55.70; H, 3.25; N, 5.65. Found C, 55.59; H, 3.22; N, 5.57. IR (KBr pellet, cm-1): 2965 (w), 1734 (s), 1690 (s), 1598 (s), 1460 (m), 1285 (s), 1206 (s), 1121 (m), 1057 (m), 889 (w), 765 (m), 664 (w), 531 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | With sodium hydroxide; at 150℃; for 72h;Autoclave; | For the synthesis of CP 1, a mixture of Cu(NO3)2·3H2O (0.50mmol, 0.12g), H3L (0.35mmol, 0.11g), Htrz (0.35mmol, 0.024g), NaOH (0.50mmol and 0.20g) and H2O (14mL) was sealed into the stainless steel container of 25mL lined with Teflon, the mixture was heated for 72h at 150C and then cooled at 5C·h-1 rate to the ambient temperature. Blue crystals with block-shape of the CP 1 were harvested and cleaned by the distilled water and then dried in the air to obtain product; the yield is 36% (on the basis of CuII salts). Elemental analyses calcd (%) for C40H42N12O22Cu5 (1360): C, 35.31; H, 3.11; N, 12.35. Found C, 35.41; H, 3.02; N, 12.13. IR (KBr pellet, cm-1): 3320 (s), 3080 (w), 1766 (s), 1649 (s), 1551 (m), 1420 (w), 1250 (s), 1200 (s), 1055 (m), 1026 (m), 910 (m), 750 (s), 650 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | at 160℃; for 72h;Autoclave; High pressure; | The mixture generated via 0.1 mmol, 24 mg of Cu(NO 3 ) 2 •3H 2 O, 31.6 mg and 0.10 mmol H 3 L, 0.2 mmol and 31.2 mg of 4,4 - bi -pyridine (bpy) and 0.2 M and 1 ml of KOH in 8 ml of H 2 O (with the rate of 3:1) was stored in a stainless steel container lin- ing by Teflon (25 mL), and subsequently, heating it for seventy- two hours at 160 C. In the end, distilled water was utilized to clean blue crystals with rod-shape, which was then dried in vac- uum to acquire 1 with 60 percent of yield. The value of pH for the ultimate reaction system was close to 7. Elemental analysis calcu- lated (%) for the C 74 H 58 N 8 O 22 Cu 5 (1): N, 6.48%; C, 51.40% and H, 3.38%; found: N 6.30%, C 50.10% and H 3.27%. IR (KBr, cm -1 , Fig. S1): 557 m, 596 m, 649 w, 706 m, 741 s, 807 m, 837 s, 976 m, 1031s, 1112s, 1151 m, 1224 m, 1285 w, 1325 m, 1397 w, 1436 w, 1454 m, 1485 w, 1522 m, 1562 w, 1634s, 2371s, 2854 m, 2918 w, 3054 w, 3416 m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | at 150℃; for 72h;pH 7.5;Autoclave; High pressure; | The mixture generated via 0.35 mmol, 111 mg H 3 L, 120 mg, 0.5 mmol Cu(NO 3 ) 2 •3H 2 O, 10 mL H 2 O and 41 mg and 0.35 mmol biz was adjusted to the pH value of 7.5 through using the NaOH solution (1 M). Afterwards, the resulting mixture was stored in the stainless steel container lining by Teflon (25 mL), which was sub- sequently heated for 3 days at 150 C temperature. After cooling the product naturally to ambient temperature with 5 C/h descent rate, the blue crystals for complex 2 could be gained, distilled wa- ter was used to clean it, which was then dried in the air to gain the product; with 45 percent of yield, (according to the Cu II salts). Elemental analyses calcd (%) for the C 30 H 24 N 4 O 9 Cu 2 : N, 7.87%, C, 50.63% and H, 3.40%. Found N, 7.65%, C, 50.46% and H, 3.23%. IR (KBr, cm -1 , Fig. S1): 620 m, 644 m, 702 m, 750 s, 788 m, 851 s, 984 w, 996 m, 1030 m, 1146 m, 1208 m, 1271 m, 1334 w, 1372s, 1435 w, 1454 w, 1503 m, 1532s, 1570s, 1633s, 2337 m, 2309 m, 2926 m, 3065 m, 3335 m. |